Westchester, NY Homes

• 

  

  

  /9

  $1,807,995 Pending

  • 2 Beds
  • 3.5 Baths
  • 3,269 Sq Ft

  2 Carriage Ln Unit 81, Chappaqua, NY 10514

  HOME IS TO BE BUILT. 2 BR very popular Greeley Floorplan with primary on first floor. We have a model of this home to walk through. It is ideally sized at 3,269 sq. ft. and includes 2 BR + office, huge loft, finished basement with media room and full bath. The 2-story open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner

  Thomas Jacovino Toll Brothers Real Estate Inc.

  2 Carriage Ln Unit 81, Chappaqua, NY 10514
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /12

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Condo for Rent

  89 Prospect Ave Unit 3, Valhalla, NY 10595

  89 Prospect Ave Unit 3, Valhalla, NY 10595
• 

  $1,695,000 Sold Aug 27, 2025

  • 4,233 Sq Ft
  • $400/SF
  • 47 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1955

  14 Laurel Ln, Chappaqua, NY 10514

  Welcome to your own private oasis. This contemporary 3-bedroom home sits on 2 serene acres at the end of a quiet cul-de-sac and offers 4,200 sq ft of beautifully designed living space. With clean lines, open floor plans, and oversized windows, the home is filled with natural light and calming views of the surrounding landscape from virtually every room of the home. Designed for both productivity

  Maura Mcspedon William Raveis Real Estate

  14 Laurel Ln, Chappaqua, NY 10514
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  74 Lawrence Ct Unit D, White Plains, NY 10603

  74 Lawrence Ct Unit D, White Plains, NY 10603
• 

  

  

  /50

  $1,325,000

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  302 Washington Ave, Pleasantville, NY 10570

  Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

  Cathy DeBow William Raveis Real Estate

  302 Washington Ave, Pleasantville, NY 10570
• 

  

  /42

  $12,000 per month

  • 3 Beds
  • 3 Baths
  • 1,452 Sq Ft
  • House for Rent

  20 Old Post Rd Unit Cottage, Mount Kisco, NY 10549

  Escape to your slice of paradise! Stunning 1450 sf, 3 bed, 3 bath furnished cottage rental was once the barn for this fabled former Frick estate is the perfect retreat available now through June 26, 2026.Step inside to find an inviting atmosphere enhanced by exquisite exposed beams and soaring ceilings. Every room is adorned with stylish, magazine-worthy furniture and fixtures that perfectly

  Meg Allen Rodriguez Berkshire Hathaway HS NY Prop

  20 Old Post Rd Unit Cottage, Mount Kisco, NY 10549
• 

  $2,300,018 Sold Aug 27, 2025

  • 3,197 Sq Ft
  • $719/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1982

  177 Deerfield Ln N, Pleasantville, NY 10570

  Welcome to this beautifully renovated, sun-filled 4-bedroom, 3.5-bathroom Colonial in the award-winning Chappaqua School District. Thoughtfully designed for both style and comfort, this home features a seamless open-concept layout that enhances natural light and ease of living.The covered front porch welcomes you into a gracious foyer, leading to an elegant formal dining room, a spacious

  Jennifer Harris Compass Greater NY, LLC

  177 Deerfield Ln N, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  56 Lawrence Dr Unit D, White Plains, NY 10603

  56 Lawrence Dr Unit D, White Plains, NY 10603
• 

  

  /49

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,172 Sq Ft

  77 Haights Cross Rd, Chappaqua, NY 10514

  Timeless elegance meets modern comfort in this enchanting 1901 hunting lodge, masterfully restored in 1991 and recently enhanced. Set on beautifully landscaped grounds with lush gardens, this distinguished home features a dramatic front portico, high ceilings, intricate millwork, and unique architectural details throughout. Grand living spaces include a library/home office with French doors and

  Joshua Rogull Julia B Fee Sothebys Int. Rlty

  77 Haights Cross Rd, Chappaqua, NY 10514
• 

  

  /27

  $2,949 - $5,100 per month

  The Atwood

  Studio - 2 Beds

  1 Vanderbilt Ave, Pleasantville, NY 10570

  An ode to the artists and laureates steeped in the history of Pleasantville, The Atwood is nestled just a block from downtown restaurants and shops. The Atwood is an upscale boutique apartment community with a multitude of comfort and health driven amenities. Enjoy complimentary freshly ground coffee as you relax in our finely appointed lobby lounge soaking in natural light. Head downstairs to

  1 Vanderbilt Ave, Pleasantville, NY 10570
• 

  $1,400,000 Sold Aug 26, 2025

  • 3,434 Sq Ft
  • $408/SF
  • 23 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1996

  17 Country Club Ln, Pleasantville, NY 10570

  Welcome to Pleasantville Country Club, where luxury and convenience unite to create an extraordinary lifestyle. This beautifully appointed 3-bedroom townhome, complete with an attached garage, is perfectly located across from the Clubhouse, pool, restaurant, and pro shop—putting world-class amenities just steps away. Step inside and be greeted by gleaming wood floors and sun-drenched spaces, as

  Kile Boga-Ibric Houlihan Lawrence Inc.

  17 Country Club Ln, Pleasantville, NY 10570
• 

  Est $581,314 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 966 Sq Ft

  20 Whippoorwill Rd E Unit 2B, Armonk, NY 10504

  20 Whippoorwill Rd E Unit 2B, Armonk, NY 10504
• 

  

  /44

  $1,774,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,614 Sq Ft

  21 Wallace Way, Chappaqua, NY 10514

  Better than new at Chappaqua Crossings Carriages! Be among the first to experience this spectacular new community featuring a delightful and charming village atmosphere in the heart of Westchester, Chappaqua, NY. This stunning “Byram Newhaven model” situated in a prime location within the community, offers great curb appeal with its expansive front porch, stone walls and specimen plantings; and

  Ken Wile Redfin Real Estate

  21 Wallace Way, Chappaqua, NY 10514
• 

  

  /29

  $4,500 per month

  • 2 Beds
  • 1 Bath
  • 901 Sq Ft
  • House for Rent

  14 Mountain Trail, Pleasantville, NY 10570

  Charming Cottage for Rent in the Pleasantville School District!This delightful 2-bedroom, 1-bath home includes a bonus room that can easily serve as a 3rd bedroom, office, or guest space, offering the perfect blend of comfort and flexibility.Enjoy incredibly low utility bills thanks to the energy-efficient geothermal heating and cooling system. The home is bathed in natural light with an

  SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

  14 Mountain Trail, Pleasantville, NY 10570
• 

  $508,000 Sold Aug 26, 2025

  • 925 Sq Ft
  • $549/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  293 Manville Rd Unit 1H, Pleasantville, NY 10570

  Pleasantville Gardens Condominium, Perfect Heart of the Village Location.. 1st Floor One Level Living with a Private Front Porch Entry, Foyer, Coat Closet, Spacious Living Room and a Formal Dining Room.. Updated Kitchen with Pantry, Beautifully Cabinetry and Counters, Decorative Tile Backsplash, Tile Flooring, Stainless Steel Appliances and Gas Range.. 2 Bedrooms, Updated Hall Bathroom and Hall

  Vincent Vetrano Douglas Elliman Real Estate

  293 Manville Rd Unit 1H, Pleasantville, NY 10570
• 

  Est $4,624,855 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 8,300 Sq Ft

  12 Terrace Cir, Armonk, NY 10504

  12 Terrace Cir, Armonk, NY 10504
• 

  

  /34

  $1,595,000

  • 3 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  4 Birdsall Farm Dr, Armonk, NY 10504

  Prime Location in Whippoorwill Ridge!Nestled on a quiet cul-de-sac within the prestigious gated community of Whippoorwill Ridge, this freestanding Colonial offers the perfect balance of privacy, comfort, and possibility.Beautifully maintained inside and out, the home boasts a flexible floor plan designed to suit a variety of lifestyles. The main level features a spacious primary

  Patricia DelVecchio William Raveis Real Estate

  4 Birdsall Farm Dr, Armonk, NY 10504
• 

  

  /6

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  504 Manhattan Ave, Hawthorne, NY 10532

  Lovely one bedroom apartment on the second floor. No damp basement to deal with. Heat and water included plus parking in the driveway. Lovely residential neighborhood. Front porch. Walk to Hawthorne train station. Thornwood Town Center features Shoprite, CVS, restaurants, banks and more. Hardwood floors as seen.Credit score of 700+ proof of income of $ 75,000. Referral letter from

  Grace Priore ERA Insite Realty Services

  504 Manhattan Ave, Hawthorne, NY 10532
• 

  $2,200,000 Sold Aug 26, 2025

  • 4,065 Sq Ft
  • $541/SF
  • 18 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2012

  68 Allison Ln, Thornwood, NY 10594

  Experience the pinnacle of luxury living in this exceptional center-hall colonial, located in a private enclave within the award-winning Byram Hills School District—just 5 minutes from Metro North for an easy commute.A dramatic 2-story foyer welcomes you into a home where formal elegance meets everyday comfort. The gracious living and dining rooms flow seamlessly into a sunlit open kitchen

  Jessica Chan Julia B Fee Sothebys Int. Rlty

  68 Allison Ln, Thornwood, NY 10594
• 

  Est $1,718,915 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  34 Hardscrabble Hill Rd, Chappaqua, NY 10514

  34 Hardscrabble Hill Rd, Chappaqua, NY 10514
• 

  

  /27

  $1,550,000

  • 4 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  9 Point Place, Chappaqua, NY 10514

  Welcome to 9 Point Place, an exquisite, 4-bedroom, 3.5-bath Colonial located at the end of a cul-de-sac. This home offers approximately 4,100 sq ft of beautifully finished living space on nearly half an acre in the desirable Chappaqua school district. Step inside to an open, light-filled layout ideal for everyday living and entertaining. The kitchen features high-quality finishes and flows

  Mark Boyland Keller Williams Realty Partner

  9 Point Place, Chappaqua, NY 10514
• 

  

  /13

  $6,850 per month

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Apartment for Rent

  480 Bedford Rd Unit 401, Chappaqua, NY 10514

  Stunning 3 Bedroom, 2.5 baths with loft apartment the Chappaqua Crossing Community. Two landscaped interior courtyards. On-site walking trail. Resident superintendent and on-site property management. Outdoor playground area, Large gym and separate exercise room, Two laundry rooms, Beautiful club/multi-purpose room, including kitchenette. Elegant reading library with dramatic views. The

  Donna Lee Blais Northridge Realty

  480 Bedford Rd Unit 401, Chappaqua, NY 10514
• 

  

  /35

  $3,800,000 Sold Aug 25, 2025

  • 4,534 Sq Ft
  • $838/SF
  • 8 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1955

  30 Buckfield Ln, Greenwich, CT 06831

  Just off Round Hill Road in an extremely attractive elevated setting - 30 Buckfield Lane is the back country opportunity you've been waiting for. More charm than you can imagine, and an old world farmhouse feel, perfect for the discerning buyer looking for their country home. Enter the upper floor from the beautifully planted front of the property and notice the double height living room

  Robert Johnson Brown Harris Stevens CT, LLC

  30 Buckfield Ln, Greenwich, CT 06831
• 

  Est $1,190,041 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,066 Sq Ft

  18 Cottage Grove, Thornwood, NY 10594

  18 Cottage Grove, Thornwood, NY 10594
• 

  

  /39

  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  27 Deepwood Hill, Chappaqua, NY 10514

  Hywood Ledge is a spectacular expanded ranch in the desirable Deepwood neighborhood of Chappaqua, which presents sophisticated charm and tranquility. This cedar-shake beauty is perfectly situated at the end of a cul-de-sac on 1.9 acres, offering unparalleled privacy, yet only 5 minutes to the center of town and the Chappaqua Metro-North. The home was renovated between 2000-22 offering years of

  Brendan Preston Houlihan Lawrence Inc.

  27 Deepwood Hill, Chappaqua, NY 10514
• 

  

  /32

  $5,600 per month

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft
  • Townhouse for Rent

  44 Brook Farm Close Unit 44, Chappaqua, NY 10514

  Old Farm Lake Condo complex - Recent renovation includes new porcelain tiled entry and Kitchen floors, new white eat-in kitchen with quartz counters. range, refrigerator and DW. This 2 Bedroom unit has been freshly painted, new lighting fixtures, Washer & Dryer on second floor, each bedroom has a full bath, wood floors throughout and new windows, Primary BR has a large walk-in closet, Enter

  Janet Auer Coldwell Banker Realty

  44 Brook Farm Close Unit 44, Chappaqua, NY 10514
• 

  $6,100,000 Sold Aug 25, 2025

  • 12,452 Sq Ft
  • $490/SF
  • 90 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1996

  118 John St, Greenwich, CT 06831

  Extraordinary, custom-built 5 bedroom stone + shingle Colonial is tucked away on 10 beautifully landscaped gated acres in serene backcountry. Sunlit 8685SF interior boasts generously scaled rooms w high ceils + stunning details incl four WB FPs + wide plank floors. The house is designed to take full advantage of picturesque setting bringing the outside in from all rooms. 1st floor has an open

  B.K. Bates Houlihan Lawrence

  118 John St, Greenwich, CT 06831
• 

  Est $839,327 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  1490 Old Orchard St, West Harrison, NY 10604

  1490 Old Orchard St, West Harrison, NY 10604
• 

  

  /39

  $2,950,000

  • 4 Beds
  • 8 Baths
  • 7,500 Sq Ft

  10 Hidden Oak Rd, Armonk, NY 10504

  Welcome to this charming, brick Georgian colonial, set on 2 beautifully landscaped acres. Located near major highways and airport, the home is quiet and secluded, but still close to all wanted and needed amenities. The personal resort feel, with a recently renovated heated, in-ground swimming pool, refurbished 3 par golf hole, and lush mature landscaping with its own walking trail, will have you

  Kristen Basil Howard Hanna Rand Realty

  10 Hidden Oak Rd, Armonk, NY 10504
• 

  

  /28

  $3,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  126 Nethermont Ave, White Plains, NY 10603

  Welcome home to this beautifully updated 3-bedroom, 2.5-bath duplex located in a residential neighborhood. This roomy unit features a large eat-in kitchen with brand-new appliances, perfect for cooking and entertaining.Enjoy central air conditioning, gleaming hardwood floors throughout the main living areas, and plush carpeting in the bedrooms for added comfort. In-unit laundry adds

  Joan Cotrone ERA Insite Realty Services

  126 Nethermont Ave, White Plains, NY 10603
• 

  $685,000 Sold Aug 25, 2025

  • 1,686 Sq Ft
  • $406/SF
  • 50 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  520 Washington Ave, Pleasantville, NY 10570

  Tucked perfectly between the Villages of Pleasantville and Chappaqua, this home presents a wonderful opportunity to live within the acclaimed Pleasantville school system. The open concept first floor could be a show stopper with some TLC. Three bedroom upstairs and a full hall bath allows for sleeping options or perhaps a home office. A half a flight down from the first floor is the laundry and a

  Amy Via Houlihan Lawrence Inc.

  520 Washington Ave, Pleasantville, NY 10570
• 

  Est $1,540,440 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,811 Sq Ft

  265 Mill River Rd, Chappaqua, NY 10514

  265 Mill River Rd, Chappaqua, NY 10514
• 

  

  /34

  $1,800,000

  • 4 Beds
  • 4.5 Baths
  • 3,929 Sq Ft

  4 Hemlock Hollow Place, Armonk, NY 10504

  Welcome to this sleek, light-filled Contemporary in Armonk, where openness and design converge on 2.21 private acres in the award-winning Byram Hills school district. A circular driveway leads to a dramatic double-height foyer with gleaming marble floors, setting the tone for the sun-drenched interiors that follow.Walls of windows, soaring ceilings, and skylights flood the home with natural

  Mary Stetson Stetson Real Estate

  4 Hemlock Hollow Place, Armonk, NY 10504
• 

  

  /10

  $3,500 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  155 Washington Ave, Pleasantville, NY 10570

  First floor of a charming village colonial. Updated bath. Huge eat in kitchen. Laundry area in basement with private washer and dryer. DRIVEWAY PARKING. VERY CLOSE TO TRAIN/TOWN/RESTAURANTS/JACOB BURNS FILM CENTER. Patio and Large back yard. Just a short distance from everything that Pleasantville has to offer. Storage area in basement. Owner pays for landscaping/heat/water, tenant pays electric

  Tom Consaga RE/MAX Ace Realty

  155 Washington Ave, Pleasantville, NY 10570
• 

  $1,080,000 Sold Aug 25, 2025

  • 2,850 Sq Ft
  • $379/SF
  • 58 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  750 Bedford Rd, Pleasantville, NY 10570

  Step into your private oasis in this enchanting 4-bedroom colonial, nestled in the award-winning Pleasantville school district! With its spacious living room featuring French doors to the patio and a cozy wood-burning fireplace, you’ll love the warmth and elegance this home exudes. The inviting dining room flows seamlessly into an eat-in kitchen, complete with doors that lead to a fantastic back

  Cynthia Leite ERA Insite Realty Services

  750 Bedford Rd, Pleasantville, NY 10570
• 

  Est $1,228,544 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,545 Sq Ft

  70 Sarles Ln, Pleasantville, NY 10570

  70 Sarles Ln, Pleasantville, NY 10570
• 

  

  /44

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,004 Sq Ft

  4 Circle Dr, Mount Kisco, NY 10549

  Brand New Construction in the award-winning Chappaqua School District set on over one level acre. Ready for occupancy at the end of July or early August 2025 – just in time for the new school year. With 4 bedrooms and 3.1 bathrooms, it offers a flexible and functional layout with spacious, sunlit interiors that feel welcoming and refined. The open-concept living and dining areas are complemented

  Aurora Banaszek Compass Greater NY, LLC

  4 Circle Dr, Mount Kisco, NY 10549
• 

  

  /20

  $8,200 per month

  • 5 Beds
  • 5 Baths
  • House for Rent

  5 John St, Greenwich, CT 06831

  Beautiful country home offering privacy and comfortable living. Great opportunity to experience backcountry at it's finest. Private pool. Lease start mid August.

  Shelly Tretter Lynch Compass Connecticut, LLC

  5 John St, Greenwich, CT 06831
• 

  $1,658,000 Sold Aug 25, 2025

  • 3,614 Sq Ft
  • $459/SF
  • 47 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2025

  4 Carriage Ln Unit 82, Chappaqua, NY 10514

  Under Construction- Summer 2025 Move-in. 3614 square feet ! Designer features already selected. Home includes a finished basement with full bath, media room and many more upgrades. The open concept great room and kitchen allow for large family gatherings. The open island with ample seating beckons your inner chief to come alive. A roaring fireplace will warm the entire home. A private rooftop

  Andrea Martone Houlihan Lawrence Inc.

  4 Carriage Ln Unit 82, Chappaqua, NY 10514
• 

  Est $1,117,111 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  405 Swanson Dr, Thornwood, NY 10594

  405 Swanson Dr, Thornwood, NY 10594

Showing Results 41 - 80, Page 2 of 18